Chile: Off the beaten path food & wine trip

At JSB Journeys, we make no secret of our love for wine and food. Often led by our noses and tastebuds, we’re always scouting new locations and paths of travel. This inspiration focuses on tasting excellent wine, exploring hidden vineyards, taking in amazing natural backdrops as you bathe in natural hot springs, and eating the best food Chile has to offer.

This inspiration is meant to get you dreaming about your next trip. Your journey will be customized based on your travel time, interests and budget.

Starting from $6,600 per person based on two travelers


  • Stay at a wine-makers home.
  • Discover hidden wineries.
  • Taste the best food & wine Chile has to offer.
  • Kayak on the beautiful Puyehue lake.
  • Explore a world heritage site.
  • Stay at a Relais & Chateaux working Hacienda.
Customize this journey

Country information


  • Best time to travel

    Best time to travel: Year round, but October through May are the least coldest months of the year. Patagonia is best visited from late September to early April.

  • Day 1

    Arrival in Santiago

    Your private guide and driver will take you to your hotel for check in as you prepare for the incredible journey ahead of you.

    Selected hotels

    • Singular Hotel Lastarria

      Nestled on a quiet street in the bohemian Lastarria neighborhood, this elegant hotel is known for its excellent service and great food. Best of all, the hotel has a beautiful terrace with a pool and a great city view.

    • Magnolia Hotel

      This small boutique hotel is a renovated 1920s mansion in Santiago’s historic center. This hotel’s warm colors make it a cozy and relaxing option for any traveler. Centrally located and walking distance to many attractions, bars, and restaurants, it’s a perfect hub for any traveler looking for tasteful simplicity.

  • Day 2

    Winemaker's home in Colchagua

    In the morning you’ll head to Colchagua, one of Chile’s most renowned wine regions, stopping at various wineries to taste the best of Colchagua & Maule Valleys’ wines. Next, you’ll arrive at your vineyard home, where you’ll enjoy the next few days.

    Selected hotels

    • Casa Bouchon

      You’ll fall in love with this small guesthouse at Julio Bouchon’s winery. This 150-year-old hacienda-style adobe home has been refurbished for your comfort. The Bouchon family has been making wine for over 100 years, mastering their art and providing a comfortable setting for travellers exploring the nearby valleys.

  • Day 3

    Discover hidden wineries

    If you were wondering if there are any remaining winemakers who work with their hands and horses, then you’ll find that the answer is “Yes!”. Cancino operates this tiny, hidden winery just as it was done in the old days. Worked by hand and by horse, this pesticide-free winery produces world-class wines.

  • Day 4

    Discover more hidden wineries

    With your thirst for wine whetted, it’s time to explore more of the region’s valleys and wineries. Across the street from an old (but operating) train station, you’ll encounter a family vineyard that uses traditional techniques to create world-class wines. Then you’ll head back to the estates at Bouchon Vineyards to enjoy these spectacular wines alongside a fantastic home-cooked meal.

  • Day 5

    Explore a World Heritage Site

    On day 5 you’ll fly to Puerto Montt, Chile’s lake region. Take a walk around the beautiful town of Puerto Varas, which the United Nations has declared a World Heritage Site for its cultural and historical significance. Over the next few days, you’ll make your way through incredible landscapes and manicured hotels before arriving in Pucon.

    Selected hotels

    • Los Caiquenes

      Surrounded by a pleasant garden and located a stone’s throw from the beach, Los Caiquenes provides a relaxing stay. Enjoy the benefits of a boutique hotel experience, including excellent service and meals tailored to your preferences in taste and timing.

  • Day 6

    Exploring Lagos Llanquihue, Rupanco, and Puyehue

    View the awesome Osorno volcano on the way to your home for the next few days — an adventure lodge on the southern riverbanks of Puyehue Lake.

    Selected hotels

    • Cantarias Lodge

      This wonderful 5-bedroom property on the southern riverbanks of Puyehue Lake is perfect for adventurous activities at this picturesque and nature-driven escape. Kayaking, hiking, skiing — you can plan all your activities right from the lodge. This small property hosts a beautiful spa, perfect for relaxing at the end of an action-packed day.

  • Day 7

    Kayak on Puyehue lake

    There are a variety of activities to pursue at this property, including hiking, biking, and fly-fishing, but kayaking on Puyehue lake is our favorite!

  • Day 8

    Ride to Vira Vira

    Enjoy a scenic and tranquil ride to Hotel Vira Vira, a property 30 minutes from Pucon. Warm and dedicated, Hotel owners Michael and Claudia Paravicini live on the property and provide exceptional service. They have a working cheese farm on the property and everything you eat comes straight from their farm to the table.

    Selected hotels

    • Hacienda Vira Vira

      This Relais & Châteaux hotel is set in a beautiful and unique location close to Pucón, Chile. It sits on 56 acres of land along the shores of the Liucura River. Farm to table is one of their concepts, so you will always be enjoying fresh food from their own land.

  • Day 9

    Bathe in natural hot springs

    You’ll find that Vira Vira offers a range of exciting adventures and excursions tailored to your specific interests. Meeting each night with a passionate guide, you’ll plan your days as you please. Be sure to explore the area’s natural hot springs, which are perfect for relaxing after your adventures.

  • Day 10

    Hike, kayak, or bike

    Vira Vira is an all inclusive property, so you can choose any of these activities, plus horseback riding, whitewater rafting, and more! After every activity, you’ll enjoy a gourmet meal and a 5-star bed — a truly privileged way to experience the beauty of the Lake district.

  • Day 11

    Adios, Chile!

    Today you will fly back home. But the adventure doesn’t need to end here!  If you’re looking for a great trip to add on to this itinerary, let’s discuss our Torres del Paine at a glance itinerary. With 4 more nights, you can conquer the crown jewel of the Patagonia from the comfort of our hand-picked lodges. 

    Contact us to customize this journey.

    *Your journey will be customized based on your travel time, interests and budget.

Contact us

Our team is based in Argentina.

Send us an email, or call us at (415) 230-0261

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